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QuickView for Methoxsalen (compound)

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PubChem

PubChem Compound 4114

PubChem Compound 4114

Name:	Methoxsalen
PubChem Compound ID:	4114
Description:	A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation.
Molecular formula:	C₁₂H₈O₄
Molecular weight:	216.19 g/mol
Synonyms:	8-Methoxypsoralene; Meloxine; DivK1c_000763; 7H-Furo[3,2-g][1]benzopyran-7-one, 9-methoxy-; SDCCGMLS-0042377.P002; Spectrum2_001052; Methoxsalen (JP15/USP); KBio2_004071; Meladinin (VAN); 5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, .delta.-lactone. show more » 8-Methoxypsoralene; Meloxine; DivK1c_000763; 7H-Furo[3,2-g][1]benzopyran-7-one, 9-methoxy-; SDCCGMLS-0042377.P002; Spectrum2_001052; Methoxsalen (JP15/USP); KBio2_004071; Meladinin (VAN); 5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, .delta.-lactone; Oxsoralen Lotion; NSC45923; EINECS 206-066-9; 8-Methoxypsoralen; NSC 45923; Geroxalen; NCGC00016418-01; CAS-298-81-7; 8-MP; NCI60_004085; NCGC00060938-02; 8-Methoxypsoralen with ultraviolet A therapy; Xanthotoxin; Methoxsalen; KBio2_001503; KBio2_006639; Methoxsalen plus ultraviolet radiation; D00139; 8-Methoxy-2',3',6, 7-furocoumarin; 9-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one; Methoxy-8-psoralen; SMR000071170; 9-Methoxyfuro(3,2-g)chromen-7-one; AIDS-001590; 5-19-06-00015 (Beilstein Handbook Reference); Meladoxen; A1783/0075596; Xanthotoxine; Methoxalen; SPBio_001004; Ammodin; CHEBI:18358; Oxsoralen Ultra; KBio1_000763; 12692-94-3; KBio3_001497; Oxsoralen; 9-methoxy-7H-furo[3,2-g]chromen-7-one; 8-Methoxy-(furano-3'.2':6.7-coumarin); Oxoralen; ZINC00381730; 6-Hydroxy-7-methoxy-5-benzofuranacrylic acid delta-lactone; Methoxsalen with ultra-violet A theraphy; 8-MOP Capsules; Spectrum_001023; MLS000062633; BRN 0196453; DRG-0088; 9-Methoxypsoralen; 5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, delta-lactone; HSDB 2505; Psoralon-MOP; Meladinin; Methoxa-Dome; 8-Methoxy-[furano-3'.2':6.7-coumarin]; Spectrum4_000052; New-Meladinin; 8-Methoxyfuranocoumarin; SPBio_002557; Methoxsalen [BAN:JAN]; Prestwick1_000479; 298-81-7; 10-32-2; 9-METHOXY-7H-FURO[3,2-G][1]BENZOPYRAN-7-ONE; Puvalen; 8-Methoxy-4',5',6,7-furocoumarin; Oxsoralen-Ultra; Spectrum3_000499; Oxsoralen (TN); KBioSS_001503; 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-methoxy-; Meladinine; CCRIS 2083; 8MO; NINDS_000763; 7H-Furo[3,2-g][1]benzopyran-7-one, 9-methoxy- (8CI 9CI); NCI-C55903; C01864; 8-Methoxy-2',3',6,7-furocoumarin; Oxypsoralen; Ammoidin; Uvadex; AIDS001590; Prestwick_661; 8-MOP; 8-Methoxy (furano-3'.2':6.7-coumarin); KBioGR_000543; O-methylxanthotoxol; Prestwick0_000479 show less «

DrugBank

Identification

Name:	Methoxsalen
Name (isomeric):	DB00553
Drug Type:	small molecule
Description:	A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation.
Brand:	Meloxine, Oxypsoralen, Ammoidin, Zanthotoxin, Ammodin, Methoxa-Dome, Meladoxen, Meladinine, Ultramop Lotion, New-Meladinin, Oxsoralen-Ultra, Psoralen-Mop, Oxoralen, Proralone-Mop, Puvamet, Ultra Mop, Meladinin, Puvalen, Xanthoxin, Oxsoralen, Methoxaten, Xanthotoxin, Uvadex, Oxsoralen Lotion, Methoxalen, Xanthotoxine
Category:	Photosensitizing Agents, Cross-Linking Reagents, Antineoplastic Agents, Pigmenting Agents
CAS number:	298-81-7

Pharmacology

Indication:	For the treatment of psoriasis and vitiligo
Pharmacology:	Methoxsalen selectively inhibits the synthesis of deoxyribonucleic acid (DNA). The guanine and cytosine content correlates with the degree of Methoxsalen-induced cross-linking. At high concentrations of the drug, cellular RNA and protein synthesis are also suppressed.
Mechanism of Action:	After activation it binds preferentially to the guanine and cytosine moieties of DNA, leading to cross-linking of DNA, thus inhibiting DNA synthesis and function.
Route of elimination:	In both mice and man, methoxsalen is rapidly metabolized. Approximately 95% of the drug is excreted as a series of metabolites in the urine within 24 hours (Pathak et al. 1977).
Half Life:	Approximately 2 hours
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Take with food or milk, or in two divided doses 30 minutes apart to decrease nausea.

Drug interaction:

Tacrine	The metabolism of Tacrine, a CYP1A2 substrate, may be reduced by strong CYP1A2 inhibitors such as Methoxsalen. Consider modifying therapy to avoid Tacrine toxicity. Monitor the efficacy and toxicity of Tacrine if Methoxsalen is initiated, discontinued or if the dose is changed.
Phenytoin	The hydantoin decreases the effect of psoralene
Tizanidine	Methoxsalen may decrease the metabolism and clearance of Tizanidine. Consider alternate therapy or use caution during co-administration.
Ethotoin	The hydantoin decreases the effect of psoralene
Thiothixene	The strong CYP1A2 inhibitor, Methoxsalen, may decrease the metabolism and clearance of Thiothixene, a CYP1A2 substrate. Consider alternate therapy or monitor for changes in Thiothixene therapeutic and adverse effects if Methoxsalen is initiated, discontinued or dose changed.

Targets

Enzymes

Cytochrome P450 1A2

Cytochrome P450 2A6

Cytochrome P450 1A1

Cytochrome P450 2A13

Cytochrome P450 3A4